Enzymatic synthesis of 4-methoxycinnamoylglycerol Uv filter mediated by immobilized-lipase and nanoparticle formation on N-succinylchitosan

Abstract

The synthesis of 4-methoxycinnamoylglycerol takes advantage of the biodiesel subproduct for obtaining a hydrophilic UV cinnamate derivate filter, useful in sunscreen formulations. The objective here was to demonstrate that esterification of 4-methoxycinnamic acid and glycerol mediated by immobilized-lipase from Thermomyces lanuginosus is selective towards 4-methoxycinnamoylglycerol monoester UV filter, whose chemical characteristics favor the nanoparticles formation by ionotropic gelation on N-Succinyl chitosan. A cinnamic acid conversion ~34% in hexane is higher than in other reports, without the presence of other sub-products or degradation products. This eases the purification process by liquid-liquid extraction. The free glyceryl entities favour its incorporation on N-Succinyl chitosan nanoparticles with size around 185±77nm, which are promissory for sunblock products.

Optimization of the synthesis process of β‐galactosidase/carboxymethylchitosan‐silica biocatalyst powders, stabilized with lyoprotectants for potential dietary applications

“…When an enzyme is immobilized on a support, diffusion limitations may occur, and their magnitude will depend on the type of materials that make up the support (Escobar et al, 2020; Soto et al, 2017). The use of carboxymethylated silica‐chitosan support in the presence of calcium could reduce diffusion limitations and protein aggregation, even near the isoelectric point, due to the interactions between the components of the support and the enzyme, which favor their entrapment, preserving enzymatic activity as it was observed in this work.…”

“…The silica gel sol route involves the polycondensation of siliceous species around the enzyme, which allows the synthesis of a biocatalyst with the enzyme homogeneously distributed in the solid material obtained (Ospina et al, 2019). Even, though the enzyme entrapment causes diffusion restrictions, which affect the kinetic biochemical parameters, but it does not modify the acid/base mechanism for substrate hydrolysis (Escobar et al, 2020; Soto et al, 2017). Silica/chitosan supports and polymeric analogues generate interaction sites for physical entrapment of the enzyme by primary amine and hydroxyl groups (Nunes et al, 2021; Smitha et al, 2008).…”